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United States Patent 3,125,565 DISAZO DYES Ermanno Gaetani, Milan, Italy, assignor to Aziende Color-i N azionali Aflini Acna S.p.A., Milan, Italy, acorporation of Italy No Drawing. Filed Apr. 14, 1960, Ser. No. 22,127

Claims priority, application Italy Mar. 7, 1960 4 Claims. (Cl. 260-191) An object of the present invention is certain new water insoluble disazo dyes of the general Formula A:

wherein Ar is an aromatic nucleus, preferably benzene, further substituted with a lower alkyl radical.

The dyes of the above mentioned general Formula A are suitable for direct dyeing of polyolefinic materials by simple application at the boiling temperature of the dyeing bath.

Among the dyes of general formula A, the following dyes have shown to be particularly suitable in the dyeing of polypropylene and polyethylene materials:

The compounds of the general Formula A, are obtained by coupling in the presence of a strong base, one mol of an amino azo compound of the type:

R ArN=NArN wherein Ar has the above mentioned meaning and R is hydrogen, with one mol of a compound having the f0rmula:

3,125,565 Patented Mar. 17, 1964 ice The following examples will further illustrate the invention without limiting its scope. (All parts are by weight unless otherwise indicated.)

Example 1 Upon examination by paper chromatography, this dye gives an uniform orange spot which remains unaltered upon treatment with acids and turns slightly more red with alkalies.

Examples 2-3 Employing the same method as Example 1, but starting with 4-amino-2,3-dimethyl-azobenzene and 4-amino-2,2'- dimethyl-azo-benzene, orange colored dyes, having similar properties and a slightly more yellow shade are obtained.

Having thus described the invention, what I desire to secure and claim by Letters Patent is:

1. A disazo dye insoluble in Water selected from the group consisting of the dyes of the formulae:

0 H3 0 H3 (I) H C s: CH

Ego-CH O $Hz (I) H C {2 /CH HzC-CHg and r a 4 2. A disazo dye, insoluble in water, having the follow- 4. A disazo dye, insoluble in water, having the following formula: ing formula:

(I111; OH; ([)H 0133 CII3 (|)I'I 5 0g, CHz CI\ Iz 011; HgC-CI 11 H7C--CII1 3. A disazo dye, insoluble in water, having the follow- 10 References Cited in the file of this patent ing formula:

Colour Index, 2nd edltlon, vol. 3, page 3207, vol. 2,

CH3 E R pages 2850-2851, c1. 26, 105, 26, 110 (1956).

Cfig CHZ 

1. A DISAZO DYE INSOLUBLE IN WATER SELECTED FROMTHE GROUP CONSISTING OF THE DYES OF THE FORMULAE: 